Enterprise Account Executive

Astound; Chicago (IL); On-site; USD 74,000 - 82,000; Full time

Benefits offered by this job

401k plan

Insurance - medical and dental

Vision, life, STD

Paid time off

Paid holidays

Paid sick leave

Employee discount

Floating holidays

Job summary

Astound is seeking an Enterprise Account Executive in Chicago, IL to drive outside sales to enterprise customers, identifying opportunities, defining needs, preparing proposals and closing deals.

You will conduct proactive cold calls, negotiate contracts with telecom decision makers, manage installation projects, respond to requests, and collaborate across teams to ensure customer satisfaction.

Qualifications

• 5+ years' experience selling B2B in technology environment.
• Experience selling telecom and internet to large enterprise and government accounts.
• Strong presentation, negotiation and closing skills.
• Ability to sell to C-level executives and build base of business.
• Experience in systems selling and consultative sales approaches.

Responsibilities

• Conduct proactive outside sales activities, including cold-calling and door-to-door outreach.
• Negotiate contracts with telecommunications decision makers to drive revenue growth.
• Coordinate installations with cross-functional teams to ensure on-time turn-up.
• Respond to requests from customers for information, support, and pricing proposals.
• Support team to achieve customer satisfaction and retention.
• Engage with large enterprise and government accounts to grow share.

Skills

Enterprise sales

B2B sales

Telecom knowledge

Negotiation

Relationship building

Closing deals

C-level engagement

Cold calling

Project management

Data analysis

Tools

CRM (Salesforce)

MS Office

Job description

paid time off, paid holidays, sick time, tuition reimbursement, 401(k), retirement plan, employee discount

Oct 16, 2026

The Enterprise Account Executive is responsible for outside sales to enterprise level commercial customers, including large business customers of both internet & telephone services. This includes proactively identifying new customer sales opportunities, defining customer needs, preparing proposals, and closing deals.

• Conduct proactive outside sales activities, including cold-calling and knocking on doors, proactive needs assessment, applications development, proposal presentation, order negotiation and post-sales service requirements
• Negotiate to secure contracts with telecommunications decision makers in order to achieve revenue growth and retention.
• Manage installation projects with various teams to ensure on-time delivery, successful turn-up and customer satisfaction
• Respond to requests from customers for information, support, assistance, joint proposals, pricing, etc.
• Respond to demand sales requests
• Supports others within the sales/service team to achieve customer satisfaction
• Other duties as assigned

What you bring to the table:

• Minimum 5 years' experience selling B2B in technology environment
• Demonstrated success in telecommunications and internet sales to end-user customers, including strategic and large business customers and government accounts using relationship management and system sales concepts
• Exceptional presentation, negotiation and closing skills
• Seasoned experience building a base of business
• Ability to sell to C level executives within an organization
• Experience in systems selling, consultative sales techniques, customer needs analysis, sales opportunity development, and service improvement planning.
• Technical skills related to network and transmission design and local access services
• Product knowledge of both switched and dedicated services, as well as associated end-user and carrier applications
• Operational understanding of telecommunications ordering, provisioning, and billing processes
• Working knowledge of general marketing principle tools and processes
• Skills necessary for decision making and maintaining customer retention
• Strong interpersonal skills
• Ability to act like an Entrepreneur is a necessary attribute
• Ability to effectively operate in a highly dynamic environment
• Ability to communicate by telephone, correspondence, and in person
• Ability to problem solve and ability to see big picture
• Must have basic computer, typing and mathematics techniques
• Ability to operate standard office equipment, to include personal computer, telephone, printer, copier, facsimile machine, and calculator
• Ability to stay focused and remain composed during peak periods & when dealing with challenging situations
• Must have valid driver's license with clean driving record

We're Proud to Offer a Comprehensive Benefits Package Including:

401k retirement plan, with employer match

Insurance options including: medical, dental, vision, life and STD insurance

Paid Time Off/Vacation: Starting at 80 hours per year, and increases based on tenure with the organization

Floating Holiday: 40 hours per year

Paid Holidays: 7 days per year

Paid Sick Leave: Astound allows a number of paid sick hours per calendar year and varies based on state and/or local laws

Employee discount program

*Benefits listed above are for regular full-time position

The base salary range for this position is $73,800 - $82,000 annually, plus opportunities for bonus, benefits and commission, if applicable. The base pay range represents the low and high end of the hiring range for this job. Actual pay will vary and may be above or below the range based on various factors including but not limited to relevant skills, experience, and capabilities. It is specific to this location and may not be applicable to other locations.

Commissions at plan: Targeted commissions at full attainment are thirty-two thousand, four hundred dollars. Our sales total compensation offers the potential for significant upside above targeted earnings for those who overachieve their sales targets.

Our Mission Statement:

• Take care of our customers
• Take care of each other
• Do what we say we are going to do
• Have fun

Astound is proud to be an Equal Opportunity Employer, and we are dedicated to cultivating an inclusive workplace where employees feel valued, respected, and empowered. Discrimination of any kind has no place here. We are committed to providing equal opportunities for all employees and applicants, regardless of race, color, religion, sex, gender, pregnancy, childbirth and related conditions, national origin, age, physical and mental disability, marital status, sexual orientation, genetic information, military or veteran status, citizenship, or other status or characteristic protected by applicable law. We strive to create a culture that celebrates our differences and promotes fairness and inclusivity in all aspects of our business.

About Astound:

Astound is a leading provider of internet, WiFi, mobile, and TV services, dedicated to connecting communities and empowering lives through innovative technology. We also keep businesses connected with dependable fiber infrastructure and internet solutions backed by award-winning service, helping organizations thrive in an increasingly connected world.

At the forefront of digital transformation, we continuously evolve our offerings to meet the dynamic needs of our customers-delivering reliable connectivity and groundbreaking digital experiences.

Our commitment to excellence extends beyond infrastructure. We invest in our people through personalized training, coaching, and a supportive work environment that fosters growth and opportunity. Employees are empowered to represent a superior telecommunications company while making a meaningful impact in the communities we serve.

We offer a robust benefits package that includes rewards, recognition programs, and employee discounts-ensuring our team members are supported in both their professional and personal journeys. At Astound, we believe in creating astounding possibilities for everyone, everywhere.